61766-91-4

Upstream product

• 100-64-1 cyclohexanone-oxime 
• 98-88-4 benzoyl chloride 
• 108-94-1 cyclohexanone 
• 55-21-0 benzamide 
• 5682-83-7 (E)-2-benzylidenecyclohexanone 
• 1875-48-5 N-aminophthalamide 
• 5450-83-9 trans-2-(N-phenylcarbonylamino)-1-cyclohexanol 
• 137858-58-3 2-benzamidocyclohexanone 
• 65-85-0 benzoic acid 
• 5456-63-3 trans-2-aminocyclohexanol hydrochloride 

Downstream Products

• 76843-17-9 C₂₅H₂₁NO 
• 833-50-1 2-phenylbenzo[d]oxazole 

Relevant academic research and scientific papers

Divergent Conversion of N-Acyl-isoxazol-5(2 H)-ones to Oxazoles and 1,3-Oxazin-6-ones Using Photoredox Catalysis

The fragmentation of N-acyl-isoxazol-5-ones using visible light photoredox catalysis has been disclosed. The catalyst-controlled divergent mechanisms, namely the oxidative and reductive quenching catalytic cycle, are utilized. Various oxazoles and 1,3-oxazin-6-ones are selectively obtained from the same isoxazol-5-one skeleton under mild conditions.

Substituted azole penta-heterocyclic derivatives and solvothermal one-pot synthesis method and application thereof

The invention belongs to the technical field of organic synthesis and particularly discloses a series of substituted azole penta-heterocyclic derivatives and a solvothermal one-pot synthesis method thereof. By the adoption of the solvothermal one-pot synthesis method for preparing the target product, reaction time is short, a solvent is not prone to volatilization in an airtight system, recycling can be realized, production cost is effectively reduced, the advantages of energy conservation and environment friendliness are achieved, operation is easy, yield is high, and the prepared substituted azole penta-heterocyclic derivatives have good anti-microbial biological activity and excellent photophysical properties such as electron conductivity, the fluorescence property and the ultraviolet property, thereby having very high development and application value.

Transition-metal free 2-arylbenzoxazole formation from aryl amides and cyclohexanones

A transition-metal-free method for the synthesis of 2-arylbenzoxazoles from readily available cyclohexanones and benzamides is described. The combined use of KI, p-TsOH and DMSO significantly improved the reaction yields. Non-aromatic cyclohexanones were smoothly dehydrogenated and acted as the aryl source using oxygen as the oxidant.

Palladium-catalyzed sequential C-N/C-O bond formations: Synthesis of oxazole derivatives from amides and ketones

A highly efficient method for the synthesis of oxazole derivatives from simple amides and ketones has been established via a Pd(II)-catalyzed sp2 C-H activation pathway in one step. The reaction is supposed to proceed through a C-N bond formation followed by a C-O bond formation closing the ring. Because of the simple and readily available starting materials, easy operation, and high bioactivity of oxazoles, this strategy can be broadly applied to medical chemistry.

Intra- and intermolecular thermal transformations of 2-acyl- and 2-alkoxycarbonyl-N-phthalimidoaziridines

Heating 2-acyl- and 2-alkoxycarbonyl-N-phthalimidoaziridines leads to substituted oxazoles in 45-65% yield. Only esters of oxazolecarboxylic acids are formed when the aziridine contains acyl and alkoxy groups. The thermolysis of the same aziridines in the presence of N-phenylmaleimide and the dimethyl ester of acetylenedicarboxylic acid gives both oxazoles and the products of 1,3-dipolar cycloaddition from aziridines with two substituents at the carbon atoms but only oxazoles from trisubstituted aziridines.

Chemistry and biology of diazonamide A: Second total synthesis and biological investigations

As an especially unique target for chemical synthesis, diazonamide A has the potential to be constructed through a plethora of synthetic routes, each attended by different challenges and opportunities for discovery. In this article, we detail our second total synthesis of diazonamide A through a sequence entirely distinct from that employed in our first campaign, one whose success required the development of several special strategies and tactics. We also disclose our complete studies regarding the chemical biology of diazonamide A and its structural congeners, and more fully delineate the scope of our protocol for Robinson-Gabriel cyclodehydration using pyridine-buffered POCl 3.

A Convenient Synthesis of 2,4,5-Trisubstituted Oxazoles

Various 2,4,5-trisubstituted oxazoles (2) have been prepared from the ketoximes (1) in a single step, bei treating the latter with acid chlorides at 80-135 deg C for 8-36 hr.